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5-day Trip to Portland, Oregon Itinerary
Last updated: 2024 Jun 14Exploring the City of Roses
Morning
Start your day with a delicious breakfast at Tasty n Alder. Afterward, embark on the City of Roses Tour Historical and Iconic Portland Sights to discover the rich history and iconic landmarks of Portland. Visit the International Rose Test Garden and immerse yourself in the beauty of thousands of rose varieties.
Afternoon
For lunch, head to Pok Pok and indulge in their famous Thai street food. Afterward, take a leisurely bike ride through the city with the Bike Portland Bridges, Neighborhoods, Poetry, and Roses tour. Explore the neighborhoods, admire the bridges, and enjoy the poetic charm of Portland.
Evening
Enjoy a delightful dinner at Le Pigeon, known for its innovative and exquisite cuisine. Afterward, join the Portland Ghosts Boos and Booze Haunted Pub Crawl to experience the supernatural side of Portland while enjoying drinks at haunted pubs.
Bedtime
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4.90City of Roses Tour Historical and Iconic Portland Sights
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4.90
City of Roses Tour Historical and Iconic Portland Sights
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4.76International Rose Test Garden
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4.76
International Rose Test Garden
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4.69Bike Portland Bridges, Neighborhoods, Poetry, and Roses
Book Now
4.69
Bike Portland Bridges, Neighborhoods, Poetry, and Roses
Book Now
4.13Portland Ghosts Boos and Booze Haunted Pub Crawl
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4.13
Portland Ghosts Boos and Booze Haunted Pub Crawl
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Waterfalls and Food Delights
Morning
Start your day early and embark on the From Portland Columbia Gorge Waterfalls Tour to witness the breathtaking beauty of the Columbia River Gorge and visit iconic waterfalls such as Multnomah Falls and Latourell Falls. Enjoy a packed lunch amidst nature.
Afternoon
After returning to Portland, satisfy your taste buds with a walking food tour. Join the Portland All-Inclusive Walking Food Tour and explore the city's vibrant food scene. Indulge in a variety of local delicacies and discover hidden culinary gems.
Evening
For dinner, head to Ox Restaurant and savor their delicious farm-to-table dishes. Afterward, take a relaxing Portland Willamette River 2.5-hour Dinner Cruise and enjoy a scenic cruise along the Willamette River while savoring a delightful dinner.
Bedtime
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4.93From Portland Columbia Gorge Waterfalls Tour
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4.93
From Portland Columbia Gorge Waterfalls Tour
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4.83Multnomah Falls
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4.83
Multnomah Falls
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4.90Latourell Falls
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4.90
Latourell Falls
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4.93Portland All-Inclusive Walking Food Tour
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4.93
Portland All-Inclusive Walking Food Tour
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4.48Portland Willamette River 2.5-hour Dinner Cruise
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4.48
Portland Willamette River 2.5-hour Dinner Cruise
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Coastal Adventure
Morning
Embark on a full-day Oregon Coast Day Tour Cannon Beach and Haystack Rock to explore the stunning Oregon Coast. Visit the picturesque Cannon Beach and marvel at the iconic Haystack Rock. Enjoy a picnic lunch with a view of the ocean.
Afternoon
After returning to Portland, treat yourself to a unique culinary experience at Andina Restaurant, known for its delicious Peruvian cuisine. Explore the flavors of Peru through their diverse menu.
Evening
End the day with a visit to Departure Restaurant + Lounge, a rooftop restaurant offering panoramic views of the city. Enjoy a fusion of Asian flavors and innovative cocktails while taking in the breathtaking cityscape.
Bedtime
Find amazing hotels in Portland, Oregon.
4.89Oregon Coast Day Tour Cannon Beach and Haystack Rock
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4.89
Oregon Coast Day Tour Cannon Beach and Haystack Rock
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Nature and Underground Exploration
Morning
Start your day with a hearty breakfast at Pine State Biscuits. Then, embark on the Portland Underground Shanghai Tunnel Tour with Beer Tasting to delve into the city's intriguing history and explore the hidden underground tunnels. Learn about Portland's notorious past.
Afternoon
For lunch, head to Lardo and indulge in their mouthwatering sandwiches. Afterward, venture into the lush greenery of Washington Park. Visit the Portland Japanese Garden and immerse yourself in the tranquility of this traditional Japanese garden.
Evening
Enjoy a delightful dinner at Kachka, a renowned Russian restaurant known for its authentic and flavorful dishes. Afterward, experience the vibrant nightlife of Portland at Portland Downtown Coffee & Donut Tour. Sample delicious coffee and donuts while exploring the city's bustling downtown.
Bedtime
Find amazing hotels in Portland, Oregon.
4.41Portland Underground Shanghai Tunnel Tour with Beer Tasting
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4.41
Portland Underground Shanghai Tunnel Tour with Beer Tasting
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4.74Washington Park
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4.74
Washington Park
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4.87Portland Japanese Garden
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4.87
Portland Japanese Garden
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5.00Portland Downtown Coffee & Donut Tour
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5.00
Portland Downtown Coffee & Donut Tour
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Mount Hood Adventure
Morning
Embark on a Portland Mt. Hood Day Tour to explore the majestic Mount Hood. Enjoy scenic views, visit the picturesque Timberline Lodge, and immerse yourself in the beauty of nature. Stop for a quick breakfast at Blue Star Donuts before heading out.
Afternoon
For lunch, visit Screen Door and savor their mouthwatering Southern cuisine. Afterward, take a leisurely stroll through the Powell’s City of Books, the largest independent bookstore in the world.
Evening
End your trip with a memorable dinner at Little Bird Bistro, known for its French-inspired cuisine. Reflect on your Portland adventure while enjoying a delightful meal.
Bedtime
Find amazing hotels in Portland, Oregon.
4.85Portland Mt. Hood Day Tour
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4.85
Portland Mt. Hood Day Tour
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4.60Powell’s City of Books
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4.60
Powell’s City of Books
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